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Fmoc-Ala-Ala-Phe-OH is a preassembled, all-L Fmoc-protected tripeptide fragment corresponding to Fmoc-L-Ala-L-Ala-L-Phe-OH. Using a defined tripeptide building block can reduce the number of sequential coupling/deprotection cycles required to introduce an Ala-Ala-Phe motif and can simplify route development for peptides containing this sequence.
The C-terminal phenylalanine carboxyl group remains available for coupling, while the N-terminal Fmoc group provides standard orthogonal protection for subsequent peptide elongation.
Product Information
| Product Name | Fmoc-Ala-Ala-Phe-OH |
| Catalog No. | AS4059 |
| CAS No. | 948570-38-5 |
| Molecular Formula | C30H31N3O6 |
| Molecular Weight | 529.59 g/mol |
| Sequence Identity | Fmoc-L-Ala-L-Ala-L-Phe-OH |
| Building-Block Type | Preassembled Fmoc-protected tripeptide fragment |
Why Use a Preassembled Tripeptide Fragment?
Fragment building blocks can reduce synthesis steps, resin exposure and cumulative deletion-sequence risk when a short motif occurs repeatedly or is difficult to assemble efficiently on resin. They are also useful for convergent synthesis and peptide-library workflows where a defined fragment is treated as a modular unit.
Fragment Coupling Considerations
The C-terminal Phe residue is activated during coupling to the next amine. As with other peptide-fragment condensations, coupling reagent, base, activation time and temperature should be selected with attention to epimerization and incomplete conversion. Fragment purity and stereochemical identity are important procurement parameters.
Applications
Fmoc-Ala-Ala-Phe-OH can be used in Fmoc-SPPS, solution-phase fragment coupling, preparation of peptide libraries, synthesis of Ala-Ala-Phe-containing peptide standards and route development for longer peptide sequences.
Ala-Ala-Phe motifs also occur in some protease-substrate designs, but this protected tripeptide building block is not itself a fluorogenic or chromogenic enzyme substrate. Assay activity depends on the complete labeled/substituted peptide substrate.
Downstream Assay Relevance
After incorporation into a final peptide and appropriate purification, Ala-Ala-Phe-containing constructs may be evaluated in protease, binding, stability or cellular assays according to the final sequence and reporter architecture.
Product Documents
A Material Safety Data Sheet (MSDS) is available for this product to support laboratory handling, storage and safety assessment.
MSDS_Fmoc-Ala-Ala-Phe-OH_AS4059
Certificates of Analysis (COAs) are batch-specific. Please contact us to request the COA for your product, and we will provide it by email.
Frequently Asked Questions
Is Fmoc-Ala-Ala-Phe-OH a single amino acid?
No. It is a preassembled Fmoc-protected tripeptide fragment containing L-Ala-L-Ala-L-Phe.
Why use a tripeptide fragment instead of three separate amino acids?
A defined fragment can reduce the number of synthetic cycles and may simplify route development, especially when the motif is repeatedly used.
Is this product a protease substrate?
No. It is a synthesis building block. Protease substrates require an appropriately designed complete peptide, often including reporter or leaving groups.
Related Technical Resources
Explore Specialty Peptide Building Blocks and Custom Peptide Synthesis.